Entire home
One Of The Most Unique Homes in Anna Maria Island
Photo gallery for One Of The Most Unique Homes in Anna Maria Island





4 bedrooms3+ bathroomsSleeps 8371.6 sq m
Popular amenities
Explore the area

Holmes Beach, FL
- Manatee Public Beach17 min walk
- Bean Point Beach7 min drive
- Anna Maria Beach8 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)42 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Single Bunk Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Half Bathroom 4
Toilet · Shower only
Spaces
Kitchen
About this property
One Of The Most Unique Homes in Anna Maria Island
Property Summary
Property Ref: AMI_5000R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights Required
*This 4 bed home (5002) is also listed as a 5 bed option with an adjoining in-law suite (5000).
Highlights
Backs onto canal
Huge 0.5 acre lot
7-minute walk to the beach
Close to restaurants and grocery stores
Welcome to Happy Place, a ground level 4 bedroom 3.5 bathroom recently updated home with 75 ft of canal. frontage. Located just 0.4 miles from the white sandy beaches of the Gulf of Mexico. surrounded by tropical landscaping. This home has all the essentials for a fabulous vacation. There is a fully equipped kitchen with stainless steel appliances. There is a bistro table set for two guests. After a long day of fun at the beach and watch your favorite show on the large flat screen TV and fall asleep to the sound of the nearby palm trees swaying. The bedroom has a smart TV and King bed with Tuft & Needle mattress, the bathroom has a walk-in shower.
Overlooking the dock is the second story boat house bar along with a seating area overlooking the pool where you can relax with a book whilst you see the sun go down in the distance.
Many rooms open out to the beautiful pool area with large 24' x 32' deep pool. The "boat house" is one feature that makes this home so unique.
Nestled on the fringe of the deep water canal. Nearly 4,500 sq.ft the home surrounds pool &,soothing waterfall, The kitchen offers an oven, dishwasher, two 48 cubic ft. refrigerators, double oven, 3 x beverage fridges.
The exceptionally over-sized master suite makes a bold statement at approx.1600 sq.ft. with large closet, sitting area, laundry & master en-suite with a 5'x9' walk-in shower & tub.
Set on a large corner lot with lush foliage, circular paver drive & quintessential curbside appeal; home is only 7 houses out of the canal to Tampa Bay!
Stroll to the beach each evening to watch the amazing Anna Maria Island sunsets.
Everything you could want is in close proximity, including the beach, restaurants, and shopping centers, and up the street is an Anna Maria Island trolley stop that can take you and your guests anywhere you like on this coastal 7-mile island.
Holmes Beach, nestled on Anna Maria Island in Florida, is a charming coastal destination that perfectly balances natural beauty and a laid-back vibe. Known for its pristine white-sand beaches and crystal-clear waters, it offers visitors a serene escape from the hustle of everyday life. Holmes Beach stretches along the central part of the island, making it an ideal spot to enjoy the tranquil Gulf of Mexico.
The beach itself is a paradise for relaxation and recreation, with plenty of opportunities for swimming, sunbathing, and shell collecting. Its gentle waves and family-friendly atmosphere make it an excellent choice for visitors of all ages. Beyond the beach, the area boasts a selection of quaint shops, locally-owned restaurants, and casual beach bars that highlight the island's laid-back charm. Whether you're savoring fresh seafood, biking along the scenic pathways, or catching a breathtaking sunset over the Gulf, Holmes Beach provides an idyllic setting for a quintessential Florida getaway.
One of the best features of this home is the location, you can walk to restaurants such as The Ugly Grouper, The Chateau, Isola Bella Italian Eatery, Breakfast At Victoria's, Minnie's Beach Cafe, Pizzano's Pizza, AMI Mediterranean Express and more such as Blueberries Cafe, Anna Maria Island Coffee Shack, Scott's Deli and Small Town Creamer Ice Cream store.
You can also walk to bars such as The Doctors Offce, The Feckled Fin, D'Coy Ducks, Duffy's Tavern, Fifty Three Fifty The Pourhouse & Hurricane Hanks. You can also walk to AMI Health & Fitness Gym, the soccer field, playground, pickle ball and tennis courts, skate park and public boat ramp.
There is a free shuttle and the Monkey Bus if you would like to check out bars and restaurant's outside of Holmes Beach.
Property Summary
General
Complimentary high-speed wireless internet
Smoke-free and pet-free for your comfort
Towels and linens are provided
Fully equipped kitchen
Keyless entry
Living Area/Kitchen
Smart TV
Sofa
Desk
Bedroom/Bed Sizes
Bedroom 1 - King
Bedroom 2 - King
Bedroom 3 - King
Bedroom 4 - Full/Full (bunk)
Pool Area
Table with seating
Screen enclosure
Jacuzzi Hot Tub
Why book this rental?
Professionally managed to offer you superior, personalized service.
No hassle with key pick-up! Drive straight to your vacation rental!
Detailed guest information guide provided within each property.
Terms And Conditions:
Minimum of one month rental.
The boat lift has a boat on and is not for guest use.
Please note this home is a Duplex, there is an apartment adjoined via a breezeway with it's own entrance & driveway that may have guests in.
This property is managed by Florida Vacation Homes, a vacation rental management company.
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
This home does not provide access to a garage.
Check-in time is 4:00 pm
Check-out time is 10:00 am
All properties are non-smoking and no pets are allowed
Tax is not included in nightly rates
There is a one-time departure cleaning fee for all stays
An Limited Damage Protection (LDP) fee will be required to cover any reported accidental damage to this property and its contents
Cleaning service is NOT included but please ask for a quote
Travel insurance is highly recommended if making a reservation for dates in hurricane season (Jun 1st to Nov 30th).
The guest making the reservation must be 25 years of age or older. Persons under 25 to are not allowed to occupy a property unless accompanied by someone over 25 years of age.
Bookings made within 30 days of the arrival date must verify ID before the access information is released. The credit/debit card used for payment must be shown along with a valid driving license or passport in the same name as the card. As well as a utility bill with the same address as the card billing address. Pre-Paid cards are not accepted. If an alternative payment method cannot be used the booking will be canceled.
Please note it is not permitted to host parties or group events such as weddings in this vacation home.
This property has exterior security cameras.
A rental agreement must be signed by the lead guest making the reservation, along with a full list of guest names that will be staying in the property
We use a third party to verify identification and fraud risk, based on the findings we could cancel the reservation.
Max of 5 cars.
Property Ref: AMI_5000R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights Required
*This 4 bed home (5002) is also listed as a 5 bed option with an adjoining in-law suite (5000).
Highlights
Backs onto canal
Huge 0.5 acre lot
7-minute walk to the beach
Close to restaurants and grocery stores
Welcome to Happy Place, a ground level 4 bedroom 3.5 bathroom recently updated home with 75 ft of canal. frontage. Located just 0.4 miles from the white sandy beaches of the Gulf of Mexico. surrounded by tropical landscaping. This home has all the essentials for a fabulous vacation. There is a fully equipped kitchen with stainless steel appliances. There is a bistro table set for two guests. After a long day of fun at the beach and watch your favorite show on the large flat screen TV and fall asleep to the sound of the nearby palm trees swaying. The bedroom has a smart TV and King bed with Tuft & Needle mattress, the bathroom has a walk-in shower.
Overlooking the dock is the second story boat house bar along with a seating area overlooking the pool where you can relax with a book whilst you see the sun go down in the distance.
Many rooms open out to the beautiful pool area with large 24' x 32' deep pool. The "boat house" is one feature that makes this home so unique.
Nestled on the fringe of the deep water canal. Nearly 4,500 sq.ft the home surrounds pool &,soothing waterfall, The kitchen offers an oven, dishwasher, two 48 cubic ft. refrigerators, double oven, 3 x beverage fridges.
The exceptionally over-sized master suite makes a bold statement at approx.1600 sq.ft. with large closet, sitting area, laundry & master en-suite with a 5'x9' walk-in shower & tub.
Set on a large corner lot with lush foliage, circular paver drive & quintessential curbside appeal; home is only 7 houses out of the canal to Tampa Bay!
Stroll to the beach each evening to watch the amazing Anna Maria Island sunsets.
Everything you could want is in close proximity, including the beach, restaurants, and shopping centers, and up the street is an Anna Maria Island trolley stop that can take you and your guests anywhere you like on this coastal 7-mile island.
Holmes Beach, nestled on Anna Maria Island in Florida, is a charming coastal destination that perfectly balances natural beauty and a laid-back vibe. Known for its pristine white-sand beaches and crystal-clear waters, it offers visitors a serene escape from the hustle of everyday life. Holmes Beach stretches along the central part of the island, making it an ideal spot to enjoy the tranquil Gulf of Mexico.
The beach itself is a paradise for relaxation and recreation, with plenty of opportunities for swimming, sunbathing, and shell collecting. Its gentle waves and family-friendly atmosphere make it an excellent choice for visitors of all ages. Beyond the beach, the area boasts a selection of quaint shops, locally-owned restaurants, and casual beach bars that highlight the island's laid-back charm. Whether you're savoring fresh seafood, biking along the scenic pathways, or catching a breathtaking sunset over the Gulf, Holmes Beach provides an idyllic setting for a quintessential Florida getaway.
One of the best features of this home is the location, you can walk to restaurants such as The Ugly Grouper, The Chateau, Isola Bella Italian Eatery, Breakfast At Victoria's, Minnie's Beach Cafe, Pizzano's Pizza, AMI Mediterranean Express and more such as Blueberries Cafe, Anna Maria Island Coffee Shack, Scott's Deli and Small Town Creamer Ice Cream store.
You can also walk to bars such as The Doctors Offce, The Feckled Fin, D'Coy Ducks, Duffy's Tavern, Fifty Three Fifty The Pourhouse & Hurricane Hanks. You can also walk to AMI Health & Fitness Gym, the soccer field, playground, pickle ball and tennis courts, skate park and public boat ramp.
There is a free shuttle and the Monkey Bus if you would like to check out bars and restaurant's outside of Holmes Beach.
Property Summary
General
Complimentary high-speed wireless internet
Smoke-free and pet-free for your comfort
Towels and linens are provided
Fully equipped kitchen
Keyless entry
Living Area/Kitchen
Smart TV
Sofa
Desk
Bedroom/Bed Sizes
Bedroom 1 - King
Bedroom 2 - King
Bedroom 3 - King
Bedroom 4 - Full/Full (bunk)
Pool Area
Table with seating
Screen enclosure
Jacuzzi Hot Tub
Why book this rental?
Professionally managed to offer you superior, personalized service.
No hassle with key pick-up! Drive straight to your vacation rental!
Detailed guest information guide provided within each property.
Terms And Conditions:
Minimum of one month rental.
The boat lift has a boat on and is not for guest use.
Please note this home is a Duplex, there is an apartment adjoined via a breezeway with it's own entrance & driveway that may have guests in.
This property is managed by Florida Vacation Homes, a vacation rental management company.
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
This home does not provide access to a garage.
Check-in time is 4:00 pm
Check-out time is 10:00 am
All properties are non-smoking and no pets are allowed
Tax is not included in nightly rates
There is a one-time departure cleaning fee for all stays
An Limited Damage Protection (LDP) fee will be required to cover any reported accidental damage to this property and its contents
Cleaning service is NOT included but please ask for a quote
Travel insurance is highly recommended if making a reservation for dates in hurricane season (Jun 1st to Nov 30th).
The guest making the reservation must be 25 years of age or older. Persons under 25 to are not allowed to occupy a property unless accompanied by someone over 25 years of age.
Bookings made within 30 days of the arrival date must verify ID before the access information is released. The credit/debit card used for payment must be shown along with a valid driving license or passport in the same name as the card. As well as a utility bill with the same address as the card billing address. Pre-Paid cards are not accepted. If an alternative payment method cannot be used the booking will be canceled.
Please note it is not permitted to host parties or group events such as weddings in this vacation home.
This property has exterior security cameras.
A rental agreement must be signed by the lead guest making the reservation, along with a full list of guest names that will be staying in the property
We use a third party to verify identification and fraud risk, based on the findings we could cancel the reservation.
Max of 5 cars.
Property manager
Florida Vacation Homes
Languages
English, Portuguese, Spanish
Add dates for prices
Amenities
Hot tub
Kitchen
Dryer
Air conditioning
Parking available
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Holmes Beach
Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. With jet skiing, kayaking and snorkelling nearby, you'll find plenty of adventures in the water.

Holmes Beach, FL
What's nearby
- Holmes Beach Beaches - 13 min walk - 1.1 km
- Manatee Public Beach - 17 min walk - 1.5 km
- West Coast Surf Shop - 19 min walk - 1.6 km
- Bean Point Beach - 7 min drive - 4.3 km
- Anna Maria Beach - 8 min drive - 4.8 km
Getting around
Restaurants
- Anna Maria Island Beach Cafe - 17 min walk
- Two Scoops - 7 min drive
- Sandbar Seafood & Spirits - 6 min drive
- The Waterfront Restaurant - 7 min drive
- Skinny's Place - 3 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Florida Vacation Homes

Why book this rental?
Professionally managed to offer you a superior, personalized service.
No hassle with key pick-up! Drive straight to your vacation home!
Detailed guest information guide provided within each property.
Finest homes at affordable rates.
Florida Vacation Homes is a leading vacation rental manager in Central Florida. We offer professionally managed vacation rental homes and condos in the premier resort communities of Kissimmee & Davenport. Including Reunion Resort, Solara Resort, Solterra Resort, Windsor at Westside Resort, The Retreat at Champions Gate, Storey Lake, Formosa Gardens, Windsor Hills and Sonoma Resort. All in prime locations close to Disney® and Orlando's other famous attractions. We have vacation rentals of all types, from 2-3 bedroom condos, 5-6 bedroom vacation homes and 10-14 bedroom luxury villas. Our local team is dedicated to creating the perfect vacation in the Orlando area, the number one family destination in the World.
Professionally managed to offer you a superior, personalized service.
No hassle with key pick-up! Drive straight to your vacation home!
Detailed guest information guide provided within each property.
Finest homes at affordable rates.
Florida Vacation Homes is a leading vacation rental manager in Central Florida. We offer professionally managed vacation rental homes and condos in the premier resort communities of Kissimmee & Davenport. Including Reunion Resort, Solara Resort, Solterra Resort, Windsor at Westside Resort, The Retreat at Champions Gate, Storey Lake, Formosa Gardens, Windsor Hills and Sonoma Resort. All in prime locations close to Disney® and Orlando's other famous attractions. We have vacation rentals of all types, from 2-3 bedroom condos, 5-6 bedroom vacation homes and 10-14 bedroom luxury villas. Our local team is dedicated to creating the perfect vacation in the Orlando area, the number one family destination in the World.
Languages:
English, Spanish, Portuguese
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